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Charming 8-bedroom house with AC, WiFi in amazing Kissimmee

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Dining
Dining
Pool
Pool
Pool

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
8 bedrooms6 bathroomsSleeps 20

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Kissimmee, FL
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪10 min drive‬
  • Place, Disney Springs™
    ‪20 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪43 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

1 Queen Bed

Bedroom 7

1 Double Bed

Bedroom 8

1 Double Bed

6 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Kitchen

About this property

Charming 8-bedroom house with AC, WiFi in amazing Kissimmee

Free parking, lots of activities to do on property, with a private in-home pool/hot tub, game systems upstairs, TVs in every room. The community clubhouse is also a huge hit with water slides, lazy river, gym, game room and sports. Please let us know if you have any questions, we are happy to help!

Restaurant and grocery delivery available (UberEats, Seamless, etc.)

This 4,000 sq. ft. home is in the new Windsor at Westside gated community (sister community to Windsor Hills) and just minutes from Disney. 8 bedrooms and 6 bathrooms, with 4 en-suites. Pool area with heated, SOUTH-FACING pool and in-ground Jacuzzi. Game room with seating, pool table and foosball table. We have several homes side-by-side, perfect for large family reunions and groups.

This home was professionally designed. Features include:
• Custom-made furniture and accessories
• Luxury Beautyrest pillow top mattresses on all beds. Full extra-long beds to accommodate taller guests
• Sheets and comforters on all beds
• TVs throughout the home
• High Speed 75mbps Wi-Fi throughout the home
• Full access to Windsor at Westside Clubhouse
_________________________________________________________
LIVING AREAS
• 60” 4K Smart TV in the living room
• 65" HD Smart TV, pool table, foosball and PlayStation 4 console in the loft
• Stainless steel appliances and granite countertop in kitchen
• Kitchen with pots and pans, kitchen utensils, dinnerware and glasses, toaster and coffeemaker
• Dining table seating with additional bar seating
• Washer and dryer, iron and ironing board
________________________________________________________
POOL AREA
• Private, south-facing pool area
• Swimming pool and in-ground Jacuzzi (option to heat pool)
• Gas BBQ grill available for a fee
• Seating in outdoor dining area
• Pool loungers and chairs
• Full-length pool fence
* Pool and spa heat is $250/week + taxes, BBQ grill is $75/stay + taxes
________________________________________________________
BEDROOMS:
• Smart TVs in every room . All Smart TVs are Netflix ready if you have an account
• Hairdryer
--- FIRST FLOOR ---
• Owner’s Suite - KING bed, en-suite bathroom, baby crib, direct access to swimming pool
• Queen Room - QUEEN bed, en-suite bathroom
--- SECOND FLOOR ---
• King Suite 2 - KING bed, en-suite bathroom
• King Suite 3 - KING bed, en-suite bathroom
• King Semi-Suite - KING bed, direct access to bathroom
• King Room - KING bed
• Boys Room – TWO FULL XL beds
• Girls Room – TWO FULL XL beds
______________________________________________________
BABY GEAR:
• Wooden crib (39 x 23 inches)
• Pack ‘n play
• High chair
• Stroller
• Stairgate
_______________________________________________________
CLUBHOUSE AMENITIES:
• The clubhouse and fitness center of Windsor at Westside is the best in the Kissimmee area with over 10,000 sq. ft., and has a water park with a lazy river, tiki bar and spa, and a sports and fitness center.

Optional extras:
Pool & spa heating: $250/week + taxes
BBQ grill: $75/stay + taxes

We recommend travel insurance for guests.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
The primary renter is over 25 years old. - A copy of signed lease agreement is required. - Children are under supervision by adults all the time.
Pool + Spa heating fee: $250/week + Tax BBQ grill rental fee: $95/week + Tax Travel insurance is highly advised.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

We should mention

This property does not have any lifts

About the area

Kissimmee

Kissimmee is home to this holiday home. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Old Town and Disney's Hollywood Studios® are not to be missed.
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Map
Kissimmee, FL

What's nearby

  • Lake Davenport - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 10 min drive - 10.4 km
  • Disney's Animal Kingdom® Theme Park - 14 min drive - 12.4 km
  • Disney Springs™ - 20 min drive - 23.5 km
  • Magic Kingdom® Park - 21 min drive - 22.5 km

Getting around

  • Kissimmee Station - 30 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 40 min drive

Restaurants

  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬17 min walk
  • ‪Dutch Bros Coffee - ‬6 min drive
  • ‪Circle K - ‬6 min drive
  • ‪Twistee Treat Berry Town - ‬5 min drive

Frequently asked questions

Does Charming 8-bedroom house with AC, WiFi in amazing Kissimmee have a pool?

Yes, this property has a pool.

How much does it cost to stay at Charming 8-bedroom house with AC, WiFi in amazing Kissimmee?

As of 17 Mar, 2026, prices found for a 1-night stay for 2 adults at Charming 8-bedroom house with AC, WiFi in amazing Kissimmee on 15 Jun, 2026 start from S$470, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Charming 8-bedroom house with AC, WiFi in amazing Kissimmee pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming 8-bedroom house with AC, WiFi in amazing Kissimmee?

On-site parking is available at the property.

What time is check-in at Charming 8-bedroom house with AC, WiFi in amazing Kissimmee?

Check-in begins at 4:00 PM.

What time is check-out at Charming 8-bedroom house with AC, WiFi in amazing Kissimmee?

Checkout is at 10:00 AM.

Where is Charming 8-bedroom house with AC, WiFi in amazing Kissimmee located?

Situated in Kissimmee, this holiday home is within 3 miles (5 km) of Highland Reserve Golf Club, Lake Davenport and Four Corners FC. Northeast Regional Park and Surfari Water Park are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 42 out of 44 reviews
Rating 8 - Good. 2 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Melissa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Get Together

Great space for adult family holiday get together. The house was clean, comfortable and well equipped.
Stayed 8 nights in Dec 2024
Verified

10/10 Excellent

Casey H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

The house was great and communication with the property owner was just as good. Community pool area was a little busy but the kids had a blast.
Stayed 8 nights in Feb 2023
Verified

10/10 Excellent

linda F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation home

My family and I had an absolute amazing time in this home. Great amenities, great quiet neighborhood and felt very safe here. The pool and spa were wonderful, house was super clean. Plenty of towels and linens were provided to us. We can’t wait to return.
Stayed 7 nights in Apr 2024
Verified

10/10 Excellent

Roberto J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation in Kissimmee

Had a real enjoyable time. Spacious and clean rental near to just about everything. Short ride to the airport, Disney, and Universal. Would definitely recommend to anyone wanting to visit any of the parks or just stick around the area. Had 12 people including my parents and they loved it.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Camille L.

Another Amazing Get Away!!

I think this is our home away from home. My family and I love this home so much. We came back to the same house 2 years in a row. Everything was still the same as we remembered the very first time. Everything you need and only a few minutes away from stores and attractions. We will see you next year.
Verified

10/10 Excellent

Kerri S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break 2024

The house was clean and loved the layout! Had plenty of beach towels and kitchen items! April, the host, was attentive and very easy to work with! We have stayed in this community for 5 years in a row (different house and host each time) and April was one of the best!! Loved having the lake behind us and the privacy screens at the bottom of pool area were a GREAT touch! The outdoor furniture was comfortable!! We would definitely stay at this property again!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

toriana D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Home

The house was very accommodating for a large family. There was plenty of seating in home and on the back patio in the pool area. The neighborhood was nice for taking walks and they had plenty of activities for children. The towels were our biggest issue, we had to share beach towels with 14 people. The other thing we noticed was the floors had not been properly washed when we arrived. After my son crawled on them for 5 minutes his legs and feet were black. One last little complaint was the slider door to the pool area was VERY difficult to open and close. I don't know if this was on purpose but it made going in and out of the house hard for most of our family members. A few things we really loved was the big kitchen, plenty of dishes and cooking ware. There was a big pantry for storing food and overall a nice set up. We would definitely recommend this house for a family staying in the Orlando area!
Stayed 7 nights in Dec 2024
Verified

10/10 Excellent

Stephen P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house, great time, few glitches

April was great to work with! The house was easy to check into and was spacious even for our 13 adults. Debated paying for the pool heat and glad we did t! It was sometimes too warm without it. Problem with dryer making loud noises and not drying. Maintenance came out and fixed the noise but still had to run repeatedly to dry. Someone put loose trash in our can which it states may cost me $75 but they were diapers along with other food items that we didn’t have supplies to clean out. We had a great time at the house and would definitely rent again but would suggest more basics be provided (pot holders, cleaning supplies).
Stayed 7 nights in Jul 2023
Verified

8/10 Good

Demetrice H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Improvements

Beautiful place, just needs some tlc in certain areas. Wall has unfinished compound. Bedroom wall patchjob was painted with wrong color Microwave door needs fixing. Almost broken Left patio slider is extremely rough. May need greasing Refrigerator door needs a stopper before it gets damaged Pool table was inoperable because the pool sticks were not for use Living room table is dangerously unstable Pool heater needs written instructions for user or it wasn't working properly. Other than those issues my family has an awesome time on the property. Looking forward to the next time
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Cheryl B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Home

Our family thoroughly enjoyed our stay in this lovely home. The 2 downstairs bedrooms were greatly appreciated as we have a special needs granddaughter who uses a wheelchair and cannot handle stairs. And there were enough bedrooms in the upper level that everyone could spread out and relax. The open floor plan both upstairs and down was very accessible so that we could be together but have space. The kitchen had a decent selection of cooking pots and pans, and plenty of plates, cups and silverware. There were plenty of bath towels, but we did need to launder the pool towels that were there. The home pool and spa were enjoyed by all of our family, and the community pool, lazy river, and game room were nice as well. Definitely plan to take or purchase laundry soap, dish soap, dishwasher tablets, and garbage bags. They do provide a basic starter pack, but you probably will need more. Access to the Disney parks is convenient, but there is always a lot of traffic in and around that area. Our hosts were wonderful to work with during the booking and rental process. We would definitely plan to stay here again!
Stayed 8 nights in Nov 2023
Verified

10/10 Excellent

della and mike m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property for a big family

The property was big with great air conditioning and a good choice of bedrooms, well equipped kitchen and open plan living area. Great upstairs landing area with pool table, table football, and there was also a games console which we didn't use. The pool area was netted off to stop insects and the water was warm enough for us without heating (in August). Plentiful towels were provided for the pool and the house as a whole. The BBQ was excellent quality and an added bonus was that it, and much of the seating, was under cover which meant you could sit outside even if it was raining. If you don't want to tumble dry your clothes it is advisable to take a washing line as there is no airer provided. Generally it was quiet but there were a couple of nights when we were disturbed by people in adjacent houses as the sound appears to travel in this setting. The area is very pleasant with quiet local roads making the first part of the drive into Disney/Universal very relaxing. The local 7/11 was handy for fuel and small groceries. We shopped at Publix and found it expensive, but Walmart was more reasonable. We would happily stay here again as the property more than met our expectations.
Stayed 14 nights in Jul 2022
Verified

10/10 Excellent

jami c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful location for our Orlando Vacation

The house was great and we enjoyed the private pool/spa and the open concept and many bedrooms and bathrooms. We had two couples and two teens, all had their own space. We also enjoyed the pool table.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Janelle H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything you expect it to be and more

Property was great. Online pictures do not do it justice. Loved having the private space for the kids to be able to swim whenever they wanted. Home came fully equipped with everything we needed during the stay. Would definitely recommend and stay again!
Stayed 6 nights in Jun 2022
Verified

10/10 Excellent

Stacey P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house and customer service

Me, my husband, my mother, two 15 year olds and a 8 and 9 year old all loved the house and can’t wait to go back!
Stayed 8 nights in Apr 2022
Verified

8/10 Good

Megan W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Overall good experience

We stayed at this house over spring break with extended family. Overall, it was a good experience. Pros—extremely friendly and responsive property management, comfy beds, nice kitchen/baths, fun resort, having our own pool/spa was so nice, well stocked with what we needed (kitchenware, towels), pool table/foosball was fun for the kids, grill rental/pool heat were well worth it Cons—carpet in bedrooms is pretty gross, definitely needs to be replaced. House was fairly clean, but felt it could use a deep cleaning (baseboards, walls) Resort comments—bring your own basketball/volleyball (the clubhouse sells basic ones, but I would bring or buy nicer ones from Walmart or Amazon), lazy river and resort pool were warm and awesome, free arcade games was a nice surprise. I was concerned about some reviews I read about this resort regarding parties, but we had no problems. Even though we went over spring break, most days the resort pool was not too crazy. If the carpet would be replaced, I would absolutely stay here again.
Stayed 8 nights in Mar 2022
Verified

10/10 Excellent

Robin F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House, COLD Pool, heat didn't work.

The house was wonderful, Bed and Linens great, Large enough area for us all. Bedrooms and bathrooms clean and very nice our Biggest and Worst complaint is the pool would not heat, we paid extra for it, That was a Big reason we picked this house we wanted a heated pool( they say they are trying to get us a refund but not got it yet), the last night we were there,the pool did start to heat up, but to late for us to enjoy. Plan on supplying all your soap and paper needs, they only have, as they state, a starter supply. But a very Nice house and area, club house area nice too, we did use the lazy river ( it was heated) their pool was not either.
Stayed 7 nights in Jan 2022
Verified

10/10 Excellent

Butch D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

I would rent this property again. It had no issues whttsoever

We all loved property. Had to leave early bu three days. Pool and hot tub heating was well worth extra money. April was great and there was. I need to call maintenance for anything. Very close to parks and mecum auction event.
Stayed 14 nights in Jan 2022
Verified

10/10 Excellent

Andrew K.

Liked: Cleanliness, check-in, communication, listing accuracy

Solid Place

House was great for what we needed. Everyone had their own bedroom and bathroom. Used the kitchen everyday to limit going out for food and sat in back by pool at night. Pool and hot tub needed a little bit of time to heat up but just turned it on first thing in the morning and by the time we were done eating breakfast it was heated. Area was nice but had a few other houses around having big parties but they were not overly loud to disrupt us. Street was vary narrow and almost couldn’t fit my van down the block with people parked on the street and that would be the only issue with the area. Overall it was a great place to stay and would definitely go there again.
Stayed 8 nights in Nov 2021
Verified

10/10 Excellent

Mike R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great size house

We had a wonderful stay. The dishwasher didn't work all the time but we washed by hand. Nice pool with plenty of towels. Would rent again if in the area.
Stayed 5 nights in Sep 2021
Verified

10/10 Excellent

Andrew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location & management!

Management of property was super responsive, helpful, and friendly. Home was less than 20 minutes from all Disney properties. Community pool was very nice for children of all ages. Private pool and hot tub was great!
Stayed 7 nights in Aug 2021
Verified

10/10 Excellent

Stephanie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful and great property!

We had the best experience! We stayed with our older kids who are married so it was nice that everyone had their own bedroom and bathroom. Although we didn’t do much cooking, the kitchen was full of everything you need and more. The home was very clean and the beds were very comfy. It was also very accommodating having a high chair and stroller available for our 1 year old granddaughter. I would recommend heating the jacuzzi/pool. Once the sun goes down the water is pretty chilly. April was very helpful and always available anytime we had a question. We will definitely stay here again!
Stayed 7 nights in May 2021
Verified

10/10 Excellent

Joe G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property!

This is the first time we’ve rented a house in FL and will definitely rent this place again! The house was perfect for multiple families. The location is ideal for going to the parks or for just sitting by the pool and relaxing. We were pleasantly surprised at how much privacy we had. Definitely would recommend staying here!
Stayed 8 nights in Mar 2021
Verified

10/10 Excellent

James C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Special Time

The property was very nice. I will stay there again.
Stayed 7 nights in Dec 2020
Verified

10/10 Excellent

Jeanna J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location!

We spent a week here in June 2020. The pictures provided are a very good representation of the home. Everything was clean with lots of towels available. The pool area overlooks a small lake which provides for a little more privacy and good views. The location is great for Disney, however we made the trip to Universal Studios four days and that was an easy trip as well. Restaurants and shopping are both very convenient. We weren't able to take advantage of the clubhouse and pool area across the main road, but we did go over there once and it was very nice. We booked last minute and the home owners were very good to work with.
Stayed 7 nights in Jun 2020
Verified

10/10 Excellent

Quarntina A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2nd Time Around!

Our family has been coming to Florida for over 10 years during the Thanksgiving holiday. Last year was our first time renting this property. We enjoyed it so much that I requested it for this year and again for next year! The house is beautiful, the pool is warm, and the hot tub is hot. When we did experience issues with the hot tub, I called the property management and they sent someone out within approximately 10 to 15 minutes! The decor is lovely and we all had comfortable beds. We have 10 adults that come with us to Florida during this time. This house has six bedrooms for adults/couples. I always found it difficult to find a property with that many bedrooms for all of the adults. We have three children — two 3 year olds and the other is one year old. The house has two strollers two high chairs and a playpen. This was perfect for us! We also love the fact that the house is located directly across the street from the clubhouse/gym/community pool. This property is perfect for a holiday getaway! If you are in need of a house that can sleep many adults, has amenities for the children, and is close to the interstate, this would be the house for you! We absolutely love, love, love it. Thanks again to the owners for renting to us. QAA Ft. Washington, MD

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